78886-65-4Relevant academic research and scientific papers
Synthesis of γ-Sanshool and hydroxy-γ-Sanshool
Xia, Xuanshu,Toy, Patrick H.
, p. 2787 - 2790 (2014)
Members of the family of polyunsaturated amide compounds known as the sanshools are found in various Zanthoxylum species such as Sichuan (or Szechuan) peppercorns (huajiao). γ-Sanshool and hydroxy-γ-sanshool have been synthesized from simple building bloc
Synthesis of Tetradecapentaenoic Acid Derivatives
Kolodyazhnaya,Kolodyazhny
, p. 1998 - 2004 (2019/11/29)
A 12-stage method for the stereoselective synthesis of tetradecapentaenoic acid derivatives using phosphoric reagents was developed. The key step in the synthesis is the Z-selective Wittig reaction between sorbaldehyde and triphenylphosphonium (6-methoxycarbonyl)hexanilide, as well as the Ramirez-Corey-Fuchs reaction and the Trost-Kazmaier rearrangement. The synthesized (2E,4E,8Z,10E,12E)-N-isobutyltetradeca-2,4,8,10,12-pentaenamide corresponds to a natural compound called γ-Sansho?l.
METHOD FOR PRODUCING SANSHOOL
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Paragraph 0114-0117, (2013/10/08)
Provided are a method for producing a sanshool, which can produce a sanshool in a short process and with high stereoselectivity, as well as a novel diene iron complex compound that is a stable intermediate useful for the production method. The diene iron complex compound is represented by the following general formula (I): (in which A represents CO, P(RA)3, CN, NO, SO(RA)3, or N(RA)2; RA represents a straight chain or branched chain alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms; and one of R1 and R2 represents a hydrogen atom and the other one thereof represents a structure represented by the following formula (II)): (in which R represents a hydrogen atom, a hydroxyl group, or a methyl group).
Application of iron carbonyl complexation to the selective total synthesis of sanshools
Aoki, Katsuyuki,Igarashi, Yasushi,Nishimura, Hiroaki,Morishita, Isao,Usui, Kimitoshi
, p. 6000 - 6003 (2013/01/13)
We focused on the iron-complexes of sanshools (hydroxyl-α-sanshool, hydroxyl-β-sanshool, and γ-sanshool) as the key intermediates for the selective synthesis of these structurally unstable compounds. Consequently, we developed a concise and selective method for the total synthesis of sanshools in 5-6 steps (26-45% overall yield), including complexation of dienes with iron tricarbonyl group.
SYNTHESIS OF NATURAL POLYENE ISOBUTYLAMIDES. STEREOCHEMISTRY OF THE WITTIG REACTIONS
Crombie, Leslie,Fisher, David
, p. 2481 - 2484 (2007/10/02)
Unsaturated isobutylamide synthons are employed to make seven natural amides.The (Z)-selectivity of the Wittig reaction towards the newly formed olefinic bond in the seven examples is estimated by 13Cmr.
